HCID 87773155, compound → HCID 178486936, compound

Participants

Role	Name	HCID	Charge
Reactant	HCID 87773155	HCID 87773155	—
Reagent	Bis(pinacolato)diborane	HCID 2733548	—
Reagent	4,4'-Di-tert-butyl-2,2'-bipyridyl	HCID 4249187	—
Catalyst	Bis(1,5-cyclooctadiene)dimethoxydiiridium	HCID 76001521	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 178486936	HCID 178486936	61%
Product	HCID 178488279	HCID 178488279	30%

Reaction Conditions

Temperature	70 °C

Reaction Steps

Following general procedure F using 2,2,2‐trifluoro‐N‐(3‐(2‐methoxyphenyl)propyl)acetamide (65.3 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and dtbpy (2.0 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 70 °C for 20 hours before cooling and the solventsremoved. Analysis of crude 1 H NMR using internalstandard 1,2‐dimethoxyethane showed 1:2.0 meta:para borylation in 91% yield.

Provenance & Evidence

DOI	10.1002/anie.201708967
Source dataset	Borylation dataset from Roche
ORD ID	ord-f34ac206ce6a45c19bab8d12076928a6
Source note	Borylation dataset from Roche